N-乙酰血清素

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N-乙酰血清素
(N-Acetylserotonin)
IUPAC名
N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]acetamide
別名 N-acetyl-5-hydroxytryptamine, N-acetyl-5-HT
識別
CAS號 1210-83-9
PubChem 903
ChemSpider 879
SMILES
InChI
InChIKey MVAWJSIDNICKHF-UHFFFAOYAX
ChEBI 17697
MeSH N-Acetylserotonin N-Acetylserotonin
性質(zhì)
化學(xué)式 C12H14N2O2
摩爾質(zhì)量 218.252 g/mol g·mol?1
密度 1.268 g/mL
若非注明,所有數(shù)據(jù)均出自一般條件(25 ℃,100 kPa)下。

N-乙酰血清素英語:N-Acetylserotonin,NAS,也作normelatonin)是一種天然存在化合物,是從血清素到褪黑素的內(nèi)源性合成的反應(yīng)中間體[1][2]。它由血清素(又稱為5-羥色胺)在N-乙?;D(zhuǎn)移酶(AANAT)催化下與乙酰輔酶A反應(yīng)產(chǎn)生,然后N-乙酰血清素再在乙酰血清素O-甲基轉(zhuǎn)移酶(ASMT)催化下被S-腺苷甲硫氨酸甲基化為褪黑素。和褪黑素一樣,N-乙酰血清素也是褪黑素受體褪黑素受體1A褪黑素受體1B褪黑素受體1C)的激動劑,并且可以被認(rèn)為是一種神經(jīng)遞質(zhì)。[3][4][5][6]

最近,NAS已經(jīng)顯示出作為一種有效力的TrkB受體激動劑,而血清素和褪黑激素并沒有此種機(jī)制。[3] 以"TrkB受體"為介導(dǎo)(TrkB-mediated)而產(chǎn)生出強(qiáng)勁的抗抑郁神經(jīng)保護(hù)(neuroprotection)和神經(jīng)營養(yǎng)因子等效果。[3]

此外,光線照射抑制NAS的合成、和減少單胺氧化抑制劑的抗抑郁作用。[3] 這些數(shù)據(jù)強(qiáng)烈支持NAS在調(diào)節(jié)情緒和引起抗抑郁藥的治療效益之作用。

通過目前未知的機(jī)制,NAS可能是姿位性低血壓的引發(fā)因子、且以"單胺氧化抑制劑"(MAOIs)作臨床治療。[7][8] It reduces blood pressure in rodents, and pinealectomy (the pineal gland being a major site of NAS and melatonin synthesis) abolishes the hypotensive effects of clorgyline.[7][8] 為什么"姿位性低血壓"常見與"單胺氧化抑制劑"(MAOIs)一起發(fā)生,而不與SSRIs(這兩者均增加NAS級別)一起,而這方面并不清楚。

另見

參考文獻(xiàn)

  1. AXELROD J, WEISSBACH H. Enzymatic O-methylation of N-acetylserotonin to melatonin. Science. April 1960, 131 (3409): 1312. doi:10.1126/science.131.3409.1312. PMID 13795316. 
  2. WEISSBACH H, REDFIELD BG, AXELROD J. Biosynthesis of melatonin: enzymic conversion of serotonin to N-acetylserotonin. Biochimica et Biophysica Acta. September 1960, 43: 352–3. doi:10.1016/0006-3002(60)90453-4. PMID 13784117. 
  3. 3.0 3.1 3.2 3.3 Jang SW, Liu X, Pradoldej S, et al.. N-acetylserotonin activates TrkB receptor in a circadian rhythm. Proceedings of the National Academy of Sciences of the United States of America. February 2010, 107 (8): 3876. doi:10.1073/pnas.0912531107. PMID 20133677. PMC 2840510. 
  4. Zhao H, Poon AM, Pang SF. Pharmacological characterization, molecular subtyping, and autoradiographic localization of putative melatonin receptors in uterine endometrium of estrous rats. Life Sciences. March 2000, 66 (17): 1581–91. doi:10.1016/S0024-3205(00)00478-1. PMID 11261588. 
  5. Nonno R, Pannacci M, Lucini V, Angeloni D, Fraschini F, Stankov BM. [http//www.ncbi.nlm.nih.gov/pmc/articles/PMC1566130/ Ligand efficacy and potency at recombinant human MT2 melatonin receptors: evidence for agonist activity of some mt1-antagonists]. British Journal of Pharmacology. July 1999, 127 (5): 1288–94. doi:10.1038/sj.bjp.0702658. PMID 10455277. PMC 1566130. 
  6. Paul P, Lahaye C, Delagrange P, Nicolas JP, Canet E, Boutin JA. Characterization of 2-[125Iiodomelatonin binding sites in Syrian hamster peripheral organs]. The Journal of Pharmacology and Experimental Therapeutics. July 1999, 290 (1): 334–40. PMID 10381796. 
  7. 7.0 7.1 Oxenkrug GF. [N-acetylserotonin and hypotensive effect of MAO-A inhibitors]. Voprosy Meditsinskoi Khimii. 1997, 43 (6): 522–6. PMID 9503569 (Russian). 
  8. 引用錯誤:無效<ref>標(biāo)簽;未為name屬性為pmid10591054的引用提供文字


參考來源

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